Best Bug Bounty and Pentesting Methodology for Beginners: A Step-by-Step Guide

Saumadip Mandal
6 min read1 day ago

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Bug bounty programs and penetration testing (pentesting) are popular ways for ethical hackers to make money while helping companies enhance their security. Bug bounties are rewards given by organizations to hackers who discover and report vulnerabilities in their systems, and pentesting is the process of simulating cyberattacks to find those weaknesses.

In this guide, we’ll explore a detailed step-by-step methodology tailored specifically for beginners, focusing on how to approach bug bounties and pentesting effectively. This article will break down essential concepts, tools, and processes that will set you on the right path, even if you’re just starting out.

Table of Contents

1. Understanding Bug Bounties and Pentesting
2. Step 1: Learn the Basics of Web Security
— Web Application Architecture
— Common Web Vulnerabilities
3. Step 2: Build Your Hacker Mindset
— Research and Curiosity
— Persistence and Patience
4. Step 3: Setting Up Your Environment
— Tools You’ll Need
— Virtual Machines and Lab Setup
5. Step 4: Reconnaissance
— Information Gathering (Active and Passive Recon)
— Tools for Recon (Amass, Sublist3r, Shodan)
6. Step 5: Scanning and Enumeration
— Discovering Attack Surfaces
— Nmap, Nikto, Burp Suite
7. Step 6: Vulnerability Identification
— Common Vulnerabilities and How to Find Them
— SQL Injection, XSS, SSRF
8. Step 7: Exploiting Vulnerabilities
— Exploit Development
— Tools for Exploitation
9. Step 8: Reporting the Vulnerabilities
— Writing a Clear Bug Report
— Proof of Concept (PoC)
10. Step 9: Post-Exploitation
— Cleanup and Re-Testing
11. Best Bug Bounty Platforms to Start
12. Conclusion

1. Understanding Bug Bounties and Pentesting

Before diving into bug hunting or pentesting, it’s essential to grasp the difference between the two. Bug bounties are programs where companies invite ethical hackers to find security vulnerabilities in their applications or websites in exchange for a reward, which could range from recognition to monetary compensation. Pentesting, on the other hand, involves a structured security assessment of a system or network, where testers simulate cyberattacks to identify and exploit vulnerabilities.

While bug bounty hunters may work independently and submit reports to platforms or directly to companies, penetration testers are often employed by organizations to conduct security assessments. However, the skills overlap greatly, and many successful bug bounty hunters start by learning pentesting techniques.

2. Step 1: Learn the Basics of Web Security

To succeed in bug bounties and pentesting, you must first understand the underlying technology. Web applications are the primary targets for most bug bounties, so you need to be familiar with how they work.

Web Application Architecture

Web applications generally consist of:

- Frontend: The interface the user interacts with (HTML, CSS, JavaScript).
- Backend: The server and database that handle the logic and data storage.
- APIs: Application Programming Interfaces that allow different parts of the app to communicate with each other.

Understanding the interaction between these components is crucial to identify weak points.

Common Web Vulnerabilities

Some of the most frequent web application vulnerabilities include:

  • SQL Injection (SQLi): Manipulating database queries to gain unauthorized access to data.
    - Cross-Site Scripting (XSS): Injecting malicious scripts into web pages viewed by other users.
    - Cross-Site Request Forgery (CSRF): Trick users into executing unwanted actions on a website where they are authenticated.
    - Server-Side Request Forgery (SSRF): Exploiting a server’s functionality to make unauthorized network requests.

3. Step 2: Build Your Hacker Mindset

Bug hunting requires a unique mindset characterized by curiosity, persistence, and a drive to solve complex puzzles. The following qualities will help you thrive:

Research and Curiosity

As a bug hunter, always stay updated with the latest vulnerabilities and attack vectors. Follow security blogs, attend conferences, and participate in the security community to learn about emerging threats.

Persistence and Patience

It’s rare to find a vulnerability on your first attempt. Some bug hunters spend hours, even days, without discovering a single flaw. Persistence is key.

4. Step 3: Setting Up Your Environment

Before you begin, you need a safe and secure environment to test vulnerabilities. Hacking real websites without permission is illegal. Always practice in ethical environments.

Tools You’ll Need

- Kali Linux: A Linux distribution specifically designed for security testing.
- Burp Suite: A comprehensive web vulnerability scanner and pentesting tool.
- Nmap: A network scanner for discovering devices and services on a network.
- OWASP ZAP: Another popular web application security scanner.

Virtual Machines and Lab Setup

Create a virtual lab using platforms like VirtualBox or VMware. You can also use platforms like Hack The Box or VulnHub to practice legally in controlled environments.

5. Step 4: Reconnaissance

Reconnaissance is the phase where you gather as much information as possible about your target. There are two types:

Information Gathering (Active and Passive Recon)

- Active Reconnaissance: This involves interacting directly with the target system, such as scanning for open ports or enumerating directories.
- Passive Reconnaissance: This involves gathering information without interacting directly with the target, such as collecting details from public sources like DNS records, job postings, and social media.

Tools for Recon

  • Amass: A tool for mapping out the attack surface by identifying domains.
    - Sublist3r: A tool for subdomain enumeration.
    - Shodan: A search engine for internet-connected devices, which helps identify vulnerable systems.

6. Step 5: Scanning and Enumeration

Once you have gathered enough information, the next step is scanning and enumerating the target for weaknesses.

Discovering Attack Surfaces

During this phase, you’ll scan the target for open ports, services, and potential vulnerabilities.

Tools for Scanning and Enumeration

  • Nmap: Great for port scanning and service discovery.
    - Nikto: A web server scanner that looks for outdated software and misconfigurations.
    - Burp Suite: Used for web application testing, including intercepting and modifying requests.

7. Step 6: Vulnerability Identification

Now that you’ve scanned and enumerated your target, it’s time to identify vulnerabilities. Here are some common types of vulnerabilities to look for:

Common Vulnerabilities and How to Find Them

  • SQL Injection: Use Burp Suite to identify forms that allow injection of SQL queries.
    - Cross-Site Scripting (XSS): Test input fields by injecting scripts like `<script>alert(1)</script>`.
    - SSRF: Try to find functionalities that allow making requests to internal systems, such as through file uploads or URL inputs.

8. Step 7: Exploiting Vulnerabilities

Once you identify vulnerabilities, the next step is to exploit them ethically, to confirm their presence and impact.

Exploit Development

Some vulnerabilities may require writing or modifying exploits. Learn basic scripting in languages like Python or Bash to automate exploit development.

Tools for Exploitation

  • Metasploit: A popular framework for developing and executing exploits.
    - SQLmap: An automated tool for exploiting SQL injection vulnerabilities.
    - XSStrike: A tool specifically for finding and exploiting XSS vulnerabilities.

9. Step 8: Reporting the Vulnerabilities

When you find a vulnerability, it’s essential to report it professionally. A good bug report includes:

Writing a Clear Bug Report

  • Vulnerability Description: Explain the vulnerability and how it was found.
    - Impact: Describe the potential impact of the vulnerability.
    - Steps to Reproduce: Provide clear instructions on how to reproduce the issue.
    - Proof of Concept (PoC): Include screenshots or videos demonstrating the vulnerability.

10. Step 9: Post-Exploitation

After reporting, some programs may require re-testing once they fix the issue.

Cleanup and Re-Testing

Ensure any testing artifacts (such as test accounts or scripts) are cleaned up to avoid affecting future tests. Re-test to verify that the vulnerability has been fixed.

11. Best Bug Bounty Platforms to Start

As a beginner, you’ll want to start with bug bounty platforms that offer clear rules and guidance. Here are some of the top platforms:

  • HackerOne: One of the largest bug bounty platforms, offering programs from small businesses to tech giants.
    - Bugcrowd: Another popular platform with a range of companies offering bug bounties.
    - Synack Red Team: A more exclusive platform that combines bug bounties with professional pentesting.
    - Open Bug Bounty: A platform where you can report bugs for free and get rewarded if the organization approves.

Conclusion

Bug bounty hunting and pentesting are highly rewarding fields, both intellectually and financially. As a beginner, it’s important to build a strong foundation, practice consistently, and develop a persistent mindset. By following the methodology outlined in this guide, you will be well on your way to becoming a successful bug bounty hunter or penetration tester.

The road may seem challenging at first, but with dedication, you will improve your skills, earn rewards, and contribute to making the digital world safer. Good luck on your bug bounty journey!

This guide covered the essential steps for beginners to follow, providing a solid starting point for bug hunting and pentesting.

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Saumadip Mandal
Saumadip Mandal

Written by Saumadip Mandal

Founder at Brut Security | Security Instructor for Hacking, VAPT, Bug Bounty, CTF & OSINT | Active CTF Player & Bug Hunter

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